3-Amino-6-methylbenzenesulfonamide supplier

Name
3-Amino-6-methylbenzenesulfonamide
EINECS 691-180-5
CAS No. 6973-09-7
Article Data17
CAS DataBase
Density 1.359 g/cm³
Solubility
Melting Point 163-164℃
Formula C₇H₁₀N₂O₂S
Boiling Point 421.5 °C at 760 mmHg
Molecular Weight 186.235
Flash Point 208.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3-Aminosulfonyl-4-methylaniline;5-Amino-2-methylbenzenesulfonamide;NSC 36969;
PSA 94.56000
LogP 2.58690

Synthetic route

: 200266-64-4
4-acetylamino-toluene-2-sulfonic acid amide

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
With hydrogenchloride for 0.333333h; Heating;	75%
With hydrogenchloride

4-nitro-toluene-sulfonic acid-(2)-amide: 4-nitro-toluene-sulfonic acid-(2)-amide

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
With ammonium sulfide

: 103-89-9
4-Methylacetanilide

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 67 percent / conc. aq. NH4OH 2: 75 percent / 18percent aq. HCl / 0.33 h / Heating View Scheme

: 6269-91-6
4-nitrotoluene-2-sulfonamide

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride In diethylene glycol dimethyl ether; water for 0.75h;
With hydrogen; palladium 10% on activated carbon In methanol; dichloromethane under 2585.81 Torr; for 0.25h;
palladium-carbon In methanol; dichloromethane

: 99-99-0
1-methyl-4-nitrobenzene

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: chlorosulfonic acid / 24 h / 0 - 110 °C 2: ammonium hydroxide / water; ethyl acetate / 20 °C 3: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 0.25 h / 2585.81 Torr View Scheme
Multi-step reaction with 2 steps 1.1: chlorosulfonic acid / 24 h / 0 - 110 °C 1.2: 20 °C 2.1: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 0.25 h / 2585.81 Torr View Scheme
Multi-step reaction with 3 steps 1: chlorosulfonic acid / 24 h / 0 - 110 °C 2: ammonium hydroxide / ethyl acetate / 20 °C 3: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 0.25 h / 2585.81 Torr View Scheme
Multi-step reaction with 2 steps 1: chlorosulfonic acid / 24 h / 0 - 110 °C 2: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 0.25 h / 2585.81 Torr View Scheme

: 121-02-8
2-methyl-5-nitrobenzene-1-sulfonyl chloride

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
With palladium on activated charcoal In tetrahydrofuran at 100℃; for 8h; Temperature; Solvent; Reagent/catalyst;
Multi-step reaction with 2 steps 1: ammonium hydroxide / ethyl acetate / 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 0.25 h / 2585.81 Torr View Scheme

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 555-16-8
4-nitrobenzaldehdye

: 5-(p-Nitrobenzylideneamino)-2-toluenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0166667h; Irradiation;	98%

: 444731-75-3
2,3-dimethyl-N-(2-chloropyrimidin-4-yl)-N-methyl-2H-indazole-6-amine

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: pazopanib hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In isopropyl alcohol Reflux;	97%
Stage #1: N-(2-chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazole-6-amine; 5-amino-2-methylbenzenesulfonamide In ethanol at 68 - 72℃; for 3h; Stage #2: With hydrogenchloride In 1,4-dioxane; ethanol at 68 - 72℃; for 0.0333333h; Product distribution / selectivity;	96.4%
Stage #1: N-(2-chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazole-6-amine; 5-amino-2-methylbenzenesulfonamide In ethanol at 68 - 72℃; for 3h; Heating / reflux; Stage #2: With hydrogenchloride In 1,4-dioxane; ethanol at 68 - 72℃; for 8h;	96.4%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 5-(5'-Nitro-2'-furfurylideneamino)-2-toluenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0333333h; Irradiation;	96%

: 7147-77-5
5-(4-nitrophenyl)-2-furaldehyde

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 5-[5'-(p-Nitrophenyl)-2'-furfurylideneamino]-2-toluenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0333333h; Irradiation;	96%

: 444731-74-2
N-(2-chloropyrimidin-4-yl)-2,3-dimethyl-2H-indazol-6-amine

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 5-[4-[(2,3-dimethyl-2H-indazol)-6-ylamino]pyrimidin-2-ylamino]-2-methylbenzenesulfonamide hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol; ethyl acetate for 3h; Reflux;	96%

: 4521-33-9
5-nitro-2-thiophenecarboxaldehyde

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 5-(5'-Nitro-2'-thienylmethylideneamino)-2-toluenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0166667h; Irradiation;	92%

: 148-24-3
8-quinolinol

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: (E)-5-((8-hydroxyquinolin-5-yl)diazenyl)-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 5-amino-2-methylbenzenesulfonamide With hydrogenchloride; sodium nitrite In water at -5℃; for 0.25h; Stage #2: 8-quinolinol With sodium hydroxide In water	92%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 89-98-5
2-chloro-benzaldehyde

: 5-(o-Chlorobenzylideneamino)-2-toluenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0333333h; Irradiation;	90%

: 444731-75-3
2,3-dimethyl-N-(2-chloropyrimidin-4-yl)-N-methyl-2H-indazole-6-amine

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: pazopanib

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol at 85℃;	90%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: C14H13ClN6O2

: C21H22N8O4S

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In methanol at 60℃;	87%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 122-01-0
4-chloro-benzoyl chloride

: 5-(p-Chlorobenzoylamino)-2-toluenesulfonamide

Conditions

Conditions	Yield
In 1,4-dioxane for 1h; Ambient temperature;	85%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 122-04-3
4-nitro-benzoyl chloride

: 5-(p-Nitrobenzoylamino)-2-toluenesulfonamide

Conditions

Conditions	Yield
In 1,4-dioxane for 0.5h; Ambient temperature;	85%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 86-48-6
1-hydroxy-2-naphthoic acid

: (E)-1-hydroxy-4-((4-methyl-3-sulfamoylphenyl)diazenyl)-2-naphthoic acid

Conditions

Conditions	Yield
Stage #1: 5-amino-2-methylbenzenesulfonamide With hydrogenchloride; sodium nitrite In water at -5℃; for 0.25h; Stage #2: 1-hydroxy-2-naphthoic acid With sodium hydroxide In water	85%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 2283-08-1
2-hydroxy-1-naphthalenecarboxylic acid

: (E)-2-hydroxy-3-((4-methyl-3-sulfamoylphenyl)diazenyl)-1-naphthoic acid

Conditions

Conditions	Yield
Stage #1: 5-amino-2-methylbenzenesulfonamide With hydrogenchloride; sodium nitrite In water at -5℃; for 0.25h; Stage #2: 2-hydroxy-1-naphthalenecarboxylic acid With sodium hydroxide In water	81%

: 527-69-5
2-furancarbonyl chloride

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: Furan-2-carboxylic acid (4-methyl-3-sulfamoyl-phenyl)-amide

Conditions

Conditions	Yield
In 1,4-dioxane for 1h; Ambient temperature;	80%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 100-51-6
benzyl alcohol

: 5-amino-N-benzyl-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; caesium carbonate In tert-Amyl alcohol at 120℃; for 12h; Inert atmosphere; Schlenk technique;	79%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; caesium carbonate In tert-Amyl alcohol at 120℃; for 12h; Inert atmosphere; Schlenk technique;	79%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: C9H8ClFN4S

: C16H17FN6O2S2

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In tetrahydrofuran at 35 - 55℃; Buchwald-Hartwig Coupling; Inert atmosphere;	79%

: 1042366-93-7
(2-chloropyrimidin-4-yl)-(1,3-dimethyl-1H-indazol-6-yl)-methylamine

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 5-(4-[(1,3-dimethyl-1H-indazol-6-yl)methylamino]-pyrimidin-2-ylamino)-2-methylbenzenesulfonamide hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol for 18h; Reflux;	79%

: 118-46-7
8-amino-2-naphthol

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: (E)-5-((4-amino-6-hydroxynaphthalen-1-yl)diazenyl)-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 5-amino-2-methylbenzenesulfonamide With hydrogenchloride; sodium nitrite In water at -5℃; for 0.25h; Stage #2: 8-amino-2-naphthol With sodium acetate In water	79%

: 83-55-6
5-amino-1-naphthol

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: (E)-5-((4-amino-8-hydroxynaphthalen-1-yl)diazenyl)-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 5-amino-2-methylbenzenesulfonamide With hydrogenchloride; sodium nitrite In water at -5℃; for 0.25h; Stage #2: 5-amino-1-naphthol With sodium acetate In water	79%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: (E)-5-((7-hydroxy-2-oxo-2H-chromen-6-yl)diazenyl)-2-methylbenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 5-amino-2-methylbenzenesulfonamide With hydrogenchloride; sodium nitrite In water at -5℃; for 0.25h; Stage #2: 7-hydroxy-2H-chromen-2-one With sodium hydroxide In water	79%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 2-chloro-4-(4-(2-(2-pyridinyl)ethenyl)phenoxy)pyrimidine

: N-(4-methyl-3-sulfamoylphenyl)-4-(4-(2-(2-pyridinyl)ethenyl)phenoxy)pyrimidin-2-amine

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol for 4h; Reflux;	78%

: 26726-16-9
5-bromofuran-2-carbonyl chloride

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 5-Bromo-furan-2-carboxylic acid (4-methyl-3-sulfamoyl-phenyl)-amide

Conditions

Conditions	Yield
In 1,4-dioxane for 0.5h; Ambient temperature;	75%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 6-(2-chloropyrimidin-4-ylamino)-4-methyl-4H-benzo[1,4]oxazin-3-one

: C20H20N6O4S

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 65 - 70℃; for 4h; pH=5 - 6;	75%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: C15H15N3OS

: 2-methyl-5-((3-(3-methylbenzo[4,5]imidazo[2,1-b]thiazol-2-yl)-3-oxoprop-1-en-1-yl)amino)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid for 5h; Reflux;	74%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: C10H7NO2

: 3-(3-methyl-1-benzofuran-2-yl)-1-(4-methyl-3-sulfamoylphenyl)urea

Conditions

Conditions	Yield
In toluene for 6h; Reflux;	73%

: 98-01-1
furfural

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 5-(2'-Furfurylideneamino)-2-toluenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0333333h; Irradiation;	72%

: 6973-09-7
5-amino-2-methylbenzenesulfonamide

: 5-bromo-2-isocyanatobenzofuran

: 3-(5-bromo-1-benzofuran-2-yl)-1-(4-methyl-3-sulfamoylphenyl)urea

Conditions

Conditions	Yield
In toluene for 6h; Reflux;	71%

3-Amino-6-methylbenzenesulfonamide Chemical Properties

IUPAC Name: 5-Amino-2-methylbenzenesulfonamide
Synonyms of Benzenesulfonamide,5-amino-2-methyl- (CAS NO.6973-09-7): 2-Methyl-5-aminobenzene sulfonamide ; 3-Amino-6-methylbenzenesulfonamide ; 5-Amino-2-methylbenzene sulfonamide ; Benzenesulfonamide, 5-amino-2-methyl- (9CI) ; 3-Amino-6-Methylbenzenesulfona ; 3-Amino-6-methylbenzenesulfonamide,99+% ; 3-amino-6-methyl benzene sulphonamide
CAS NO: 6973-09-7
Molecular Formula of Benzenesulfonamide,5-amino-2-methyl- (CAS NO.6973-09-7): C₇H₁₀N₂O₂S
Molecular Weight: 186.2315
Molecular Structure:

Polar Surface Area: 49 Å²
Index of Refraction: 1.609
Molar Refractivity: 47.43 cm³
Molar Volume: 136.9 cm³
Surface Tension: 58.8 dyne/cm
Density of Benzenesulfonamide,5-amino-2-methyl- (CAS NO.6973-09-7): 1.359 g/cm³
Flash Point: 208.7 °C
Enthalpy of Vaporization: 67.55 kJ/mol
Boiling Point: 421.5 °C at 760 mmHg
Vapour Pressure: 2.6E-07 mmHg at 25°C

Product Name

3-Amino-6-methylbenzenesulfonamide

Synthetic route

3-Amino-6-methylbenzenesulfonamide Chemical Properties

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